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[(1S,2R,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate

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 6fcd4bc8-c839-4776-afc4-f85d6b396c0c
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name [(1S,2R,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H46O4/c1-8-9-10-11-20-17-24-26(22-16-19(2)12-13-23(22)31(5,6)36-24)27(33)25(20)28(34)35-29-30(3,4)21-14-15-32(29,7)18-21/h16-17,21-23,29,33H,8-15,18H2,1-7H3/t21-,22-,23-,29+,32+/m1/s1
InChI Key MQJYRDGWGIZCIV-YFRVIJRPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O4
Molecular Weight 494.70 g/mol
Exact Mass 494.33960994 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 9.20
Atomic LogP (AlogP) 8.11
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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alpha-Fenchyl delta9-Tetrahydrocannabinolate

2D Structure

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2D Structure of [(1S,2R,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9902 99.02%
Caco-2 - 0.5442 54.42%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6940 69.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8269 82.69%
OATP1B3 inhibitior + 0.8714 87.14%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9437 94.37%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.5109 51.09%
CYP3A4 substrate + 0.7465 74.65%
CYP2C9 substrate - 0.5881 58.81%
CYP2D6 substrate - 0.8379 83.79%
CYP3A4 inhibition - 0.6282 62.82%
CYP2C9 inhibition + 0.7282 72.82%
CYP2C19 inhibition + 0.7457 74.57%
CYP2D6 inhibition - 0.7865 78.65%
CYP1A2 inhibition + 0.7306 73.06%
CYP2C8 inhibition + 0.8735 87.35%
CYP inhibitory promiscuity + 0.8065 80.65%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6776 67.76%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9075 90.75%
Skin irritation - 0.6434 64.34%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7791 77.91%
Human Ether-a-go-go-Related Gene inhibition - 0.4037 40.37%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7580 75.80%
skin sensitisation - 0.7523 75.23%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8204 82.04%
Acute Oral Toxicity (c) III 0.4777 47.77%
Estrogen receptor binding + 0.8192 81.92%
Androgen receptor binding + 0.7375 73.75%
Thyroid receptor binding + 0.6413 64.13%
Glucocorticoid receptor binding + 0.9019 90.19%
Aromatase binding + 0.8214 82.14%
PPAR gamma + 0.7856 78.56%
Honey bee toxicity - 0.8023 80.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6675 66.75%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.48% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.79% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.72% 86.33%
CHEMBL230 P35354 Cyclooxygenase-2 94.56% 89.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 91.43% 97.79%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.21% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.04% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.97% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.31% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.58% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.00% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.89% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.16% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.00% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.60% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.34% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.07% 99.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.82% 89.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.78% 94.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.75% 92.94%
CHEMBL5255 O00206 Toll-like receptor 4 81.47% 92.50%
CHEMBL1871 P10275 Androgen Receptor 80.86% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.51% 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 24862529
NPASS NPC10645
LOTUS LTS0257521
wikiData Q105170067