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Ajulemic acid

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 1f65ded7-c2c5-4738-8c9b-1aee6b42f516
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name (6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid
SMILES (Canonical) CCCCCCC(C)(C)C1=CC(=C2C3CC(=CCC3C(OC2=C1)(C)C)C(=O)O)O
SMILES (Isomeric) CCCCCCC(C)(C)C1=CC(=C2[C@@H]3CC(=CC[C@H]3C(OC2=C1)(C)C)C(=O)O)O
InChI InChI=1S/C25H36O4/c1-6-7-8-9-12-24(2,3)17-14-20(26)22-18-13-16(23(27)28)10-11-19(18)25(4,5)29-21(22)15-17/h10,14-15,18-19,26H,6-9,11-13H2,1-5H3,(H,27,28)/t18-,19-/m1/s1
InChI Key YCHYFHOSGQABSW-RTBURBONSA-N
Popularity 188 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O4
Molecular Weight 400.50 g/mol
Exact Mass 400.26135963 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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Lenabasum
137945-48-3
Resunab
CT-3
IP-751
CPL-7075
IP 751
CPL7075
JBT-101
(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Ajulemic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9904 99.04%
Caco-2 + 0.5883 58.83%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7412 74.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8371 83.71%
OATP1B3 inhibitior + 0.8315 83.15%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7214 72.14%
P-glycoprotein inhibitior - 0.4486 44.86%
P-glycoprotein substrate - 0.5899 58.99%
CYP3A4 substrate + 0.6355 63.55%
CYP2C9 substrate - 0.5852 58.52%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.5879 58.79%
CYP2C9 inhibition - 0.5362 53.62%
CYP2C19 inhibition + 0.6958 69.58%
CYP2D6 inhibition - 0.7953 79.53%
CYP1A2 inhibition + 0.6421 64.21%
CYP2C8 inhibition + 0.9260 92.60%
CYP inhibitory promiscuity + 0.5712 57.12%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7153 71.53%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.7109 71.09%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3887 38.87%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.8235 82.35%
skin sensitisation - 0.6973 69.73%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6708 67.08%
Acute Oral Toxicity (c) III 0.5594 55.94%
Estrogen receptor binding + 0.5354 53.54%
Androgen receptor binding + 0.7481 74.81%
Thyroid receptor binding + 0.6520 65.20%
Glucocorticoid receptor binding + 0.8029 80.29%
Aromatase binding + 0.6591 65.91%
PPAR gamma + 0.6923 69.23%
Honey bee toxicity - 0.8982 89.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6249 62.49%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL218 P21554 Cannabinoid CB1 receptor 5.7 nM
 Ki
 via Super-PRED
CHEMBL253 P34972 Cannabinoid CB2 receptor 170.5 nM
 Ki
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.87% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.54% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.02% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.47% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.11% 86.33%
CHEMBL233 P35372 Mu opioid receptor 91.09% 97.93%
CHEMBL3401 O75469 Pregnane X receptor 90.31% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.30% 93.56%
CHEMBL230 P35354 Cyclooxygenase-2 89.44% 89.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.17% 89.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.03% 85.31%
CHEMBL1914 P06276 Butyrylcholinesterase 86.80% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.16% 97.09%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 85.05% 97.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.61% 97.29%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.57% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.47% 96.95%
CHEMBL5255 O00206 Toll-like receptor 4 83.04% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.78% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.59% 95.56%
CHEMBL236 P41143 Delta opioid receptor 81.63% 99.35%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.60% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.24% 92.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.19% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.67% 100.00%

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.
Cannabis sativa

Cross-Links

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PubChem 3083542
LOTUS LTS0156819
wikiData Q3604498