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[(4aR,6R,7aR,7bS)-7a-hydroxy-3,6,7b-trimethyl-4-oxo-2,4a,5,7-tetrahydro-1H-cyclobuta[e]inden-6-yl]methyl octadecanoate

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 3f21ca05-c7b4-44c3-8ef3-bed2cdd86c6d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
IUPAC Name [(4aR,6R,7aR,7bS)-7a-hydroxy-3,6,7b-trimethyl-4-oxo-2,4a,5,7-tetrahydro-1H-cyclobuta[e]inden-6-yl]methyl octadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCCCC(=O)OCC1(CC2C(=O)C(=C3CCC3(C2(C1)O)C)C)C
SMILES (Isomeric) CCCCCCCCCCCCCCCCCC(=O)OC[C@@]1(C[C@H]2C(=O)C(=C3CC[C@@]3([C@]2(C1)O)C)C)C
InChI InChI=1S/C33H56O4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-29(34)37-25-31(3)23-28-30(35)26(2)27-21-22-32(27,4)33(28,36)24-31/h28,36H,5-25H2,1-4H3/t28-,31+,32-,33+/m0/s1
InChI Key WMRMYGFKUFSPED-NQJLESKHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H56O4
Molecular Weight 516.80 g/mol
Exact Mass 516.41786026 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 9.90
Atomic LogP (AlogP) 8.64
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4aR,6R,7aR,7bS)-7a-hydroxy-3,6,7b-trimethyl-4-oxo-2,4a,5,7-tetrahydro-1H-cyclobuta[e]inden-6-yl]methyl octadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 - 0.6921 69.21%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8338 83.38%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8575 85.75%
OATP1B3 inhibitior + 0.9692 96.92%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5891 58.91%
BSEP inhibitior + 0.9120 91.20%
P-glycoprotein inhibitior + 0.5756 57.56%
P-glycoprotein substrate - 0.6059 60.59%
CYP3A4 substrate + 0.6672 66.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9177 91.77%
CYP3A4 inhibition - 0.7515 75.15%
CYP2C9 inhibition - 0.8252 82.52%
CYP2C19 inhibition - 0.8826 88.26%
CYP2D6 inhibition - 0.9290 92.90%
CYP1A2 inhibition - 0.8624 86.24%
CYP2C8 inhibition - 0.7361 73.61%
CYP inhibitory promiscuity - 0.8734 87.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6008 60.08%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.7218 72.18%
Skin irritation + 0.6611 66.11%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis - 0.9300 93.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5615 56.15%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5747 57.47%
skin sensitisation - 0.8979 89.79%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5219 52.19%
Acute Oral Toxicity (c) III 0.4837 48.37%
Estrogen receptor binding + 0.6341 63.41%
Androgen receptor binding + 0.7043 70.43%
Thyroid receptor binding - 0.6397 63.97%
Glucocorticoid receptor binding + 0.5831 58.31%
Aromatase binding - 0.4941 49.41%
PPAR gamma + 0.5997 59.97%
Honey bee toxicity - 0.9406 94.06%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.7593 75.93%
Fish aquatic toxicity + 0.9952 99.52%

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
CHEMBL299 P17252 Protein kinase C alpha 98.22% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 94.18% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.83% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.65% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.31% 95.17%
CHEMBL2996 Q05655 Protein kinase C delta 92.23% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.98% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 91.92% 92.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.28% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.06% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.29% 90.17%
CHEMBL2581 P07339 Cathepsin D 89.15% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.18% 97.09%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 86.73% 91.81%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.44% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.30% 94.45%
CHEMBL1871 P10275 Androgen Receptor 85.89% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.85% 82.69%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.74% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.50% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.17% 96.38%
CHEMBL3238 P23786 Carnitine palmitoyltransferase 2 83.02% 94.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.87% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.81% 95.50%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.38% 85.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.00% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.59% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.20% 91.19%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.60% 92.08%

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 101712059
LOTUS LTS0237399
wikiData Q105308800