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(1R,2R,4aS,5S,8aS)-1,5-diisocyano-8-[(2R,5S)-5-(1-isocyano-1-methyl-ethyl)-2-methyl-tetrahydrofuran-2-yl]-2,5-dimethyl-decalin-2-ol

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 8e415c75-68ee-4101-9cb2-3a8d558131f8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Biflorane and serrulatane diterpenoids
IUPAC Name (1R,2R,4aS,5S,8aS)-1,5-diisocyano-8-[(2R,5S)-5-(2-isocyanopropan-2-yl)-2-methyloxolan-2-yl]-2,5-dimethyl-1,3,4,4a,6,7,8,8a-octahydronaphthalen-2-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H33N3O2/c1-20(2,25-7)17-11-14-23(5,28-17)16-9-12-21(3,26-8)15-10-13-22(4,27)19(24-6)18(15)16/h15-19,27H,9-14H2,1-5H3/t15-,16?,17-,18-,19+,21-,22+,23+/m0/s1
InChI Key WUFZGMUGDGETGF-WGFLCXBVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H33N3O2
Molecular Weight 383.50 g/mol
Exact Mass 383.25727730 g/mol
Topological Polar Surface Area (TPSA) 42.50 Ų
XlogP 2.10
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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(1R,2R,4aS,5S,8aS)-1,5-diisocyano-8-[(2R,5S)-5-(1-isocyano-1-methyl-ethyl)-2-methyl-tetrahydrofuran-2-yl]-2,5-dimethyl-decalin-2-ol
2-Naphthalenol, decahydro-1,5-diisocyano-2,5-dimethyl-8-[tetrahydro-5-(1-isocyano-1-methylethyl)-2-methyl-2-furanyl]-, [1.alpha.,2.beta.,4a.alpha.,8.beta.(2R*,5S*),8a.beta.]- (+)-

2D Structure

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2D Structure of (1R,2R,4aS,5S,8aS)-1,5-diisocyano-8-[(2R,5S)-5-(1-isocyano-1-methyl-ethyl)-2-methyl-tetrahydrofuran-2-yl]-2,5-dimethyl-decalin-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9819 98.19%
Caco-2 - 0.5185 51.85%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4913 49.13%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.9289 92.89%
OATP1B3 inhibitior + 0.9338 93.38%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.5619 56.19%
P-glycoprotein inhibitior - 0.6578 65.78%
P-glycoprotein substrate - 0.7079 70.79%
CYP3A4 substrate + 0.6702 67.02%
CYP2C9 substrate - 0.7948 79.48%
CYP2D6 substrate - 0.8088 80.88%
CYP3A4 inhibition - 0.8893 88.93%
CYP2C9 inhibition - 0.7934 79.34%
CYP2C19 inhibition - 0.6575 65.75%
CYP2D6 inhibition - 0.8904 89.04%
CYP1A2 inhibition - 0.8510 85.10%
CYP2C8 inhibition + 0.4801 48.01%
CYP inhibitory promiscuity - 0.7474 74.74%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5778 57.78%
Eye corrosion - 0.9785 97.85%
Eye irritation - 0.9176 91.76%
Skin irritation - 0.7319 73.19%
Skin corrosion - 0.8860 88.60%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4838 48.38%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5676 56.76%
skin sensitisation - 0.7967 79.67%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5584 55.84%
Acute Oral Toxicity (c) III 0.5899 58.99%
Estrogen receptor binding + 0.6571 65.71%
Androgen receptor binding + 0.5980 59.80%
Thyroid receptor binding + 0.6276 62.76%
Glucocorticoid receptor binding + 0.7405 74.05%
Aromatase binding + 0.6130 61.30%
PPAR gamma + 0.5475 54.75%
Honey bee toxicity - 0.8286 82.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7844 78.44%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.47% 97.25%
CHEMBL240 Q12809 HERG 92.54% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.04% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 88.29% 89.63%
CHEMBL233 P35372 Mu opioid receptor 87.49% 97.93%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 87.14% 92.68%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.14% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 86.90% 98.99%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.56% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.43% 95.93%
CHEMBL1871 P10275 Androgen Receptor 85.58% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.31% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.22% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 84.96% 95.38%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.17% 89.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.12% 93.04%
CHEMBL204 P00734 Thrombin 81.45% 96.01%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.42% 95.89%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.41% 97.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.98% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.29% 94.45%

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 49767004
LOTUS LTS0104716
wikiData Q105313023