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2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-yl (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 ebd28c80-c26a-408c-ac42-199a9a6106d7
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name 2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-yl (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate
SMILES (Canonical) CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC(C)(C)C4CCC(=CC4)C)O
SMILES (Isomeric) CCCCCC1=CC2=C([C@@H]3C=C(CC[C@H]3C(O2)(C)C)C)C(=C1C(=O)OC(C)(C)[C@H]4CCC(=CC4)C)O
InChI InChI=1S/C32H46O4/c1-8-9-10-11-22-19-26-28(24-18-21(3)14-17-25(24)32(6,7)35-26)29(33)27(22)30(34)36-31(4,5)23-15-12-20(2)13-16-23/h12,18-19,23-25,33H,8-11,13-17H2,1-7H3/t23-,24-,25-/m1/s1
InChI Key QFWADGLXGUFMMG-UBFVSLLYSA-N
Popularity 1 reference 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 8.50
Atomic LogP (AlogP) 8.42
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-yl (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 + 0.9890 98.90%
Caco-2 - 0.5892 58.92%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7077 70.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8385 83.85%
OATP1B3 inhibitior + 0.8682 86.82%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9653 96.53%
P-glycoprotein inhibitior + 0.8006 80.06%
P-glycoprotein substrate + 0.5278 52.78%
CYP3A4 substrate + 0.7341 73.41%
CYP2C9 substrate + 0.6190 61.90%
CYP2D6 substrate - 0.8341 83.41%
CYP3A4 inhibition - 0.5886 58.86%
CYP2C9 inhibition + 0.5789 57.89%
CYP2C19 inhibition + 0.7812 78.12%
CYP2D6 inhibition - 0.8352 83.52%
CYP1A2 inhibition + 0.6801 68.01%
CYP2C8 inhibition + 0.9156 91.56%
CYP inhibitory promiscuity + 0.6517 65.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7366 73.66%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9169 91.69%
Skin irritation - 0.6806 68.06%
Skin corrosion - 0.9620 96.20%
Ames mutagenesis - 0.7591 75.91%
Human Ether-a-go-go-Related Gene inhibition - 0.4145 41.45%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.7508 75.08%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6846 68.46%
Acute Oral Toxicity (c) III 0.5816 58.16%
Estrogen receptor binding + 0.7720 77.20%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding + 0.5462 54.62%
Glucocorticoid receptor binding + 0.8284 82.84%
Aromatase binding + 0.7410 74.10%
PPAR gamma + 0.7691 76.91%
Honey bee toxicity - 0.8402 84.02%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6275 62.75%
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 99.67% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.59% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.35% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 97.31% 89.63%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.03% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.72% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.64% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 93.25% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.82% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.38% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 91.35% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.21% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.98% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.09% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.89% 95.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.72% 89.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.05% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.94% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.79% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.79% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.80% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.60% 94.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.48% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.29% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.96% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.93% 90.71%
CHEMBL1871 P10275 Androgen Receptor 82.30% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 81.92% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.83% 92.94%

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 162927868
LOTUS LTS0245064
wikiData Q105219813