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(1S,2S,4aR,8aR)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalen-1-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 93e7b92b-30e2-4589-bd4d-6bfac3dacdd2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1S,2S,4aR,8aR)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalen-1-ol
SMILES (Canonical) CC1CCC2C(CCCC2(C1(CCC(C)(C=C)O)O)C)(C)C
SMILES (Isomeric) C[C@H]1CC[C@H]2[C@]([C@@]1(CC[C@@](C)(C=C)O)O)(CCCC2(C)C)C
InChI InChI=1S/C20H36O2/c1-7-18(5,21)13-14-20(22)15(2)9-10-16-17(3,4)11-8-12-19(16,20)6/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18+,19+,20-/m0/s1
InChI Key QNIUYBRZAVVKNV-MSJBJCGKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H36O2
Molecular Weight 308.50 g/mol
Exact Mass 308.271530387 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.70
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4aR,8aR)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalen-1-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9963 99.63%
Caco-2 + 0.7156 71.56%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5506 55.06%
OATP2B1 inhibitior - 0.8528 85.28%
OATP1B1 inhibitior + 0.8803 88.03%
OATP1B3 inhibitior + 0.9513 95.13%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6935 69.35%
P-glycoprotein inhibitior - 0.8466 84.66%
P-glycoprotein substrate - 0.8318 83.18%
CYP3A4 substrate + 0.5953 59.53%
CYP2C9 substrate + 0.5024 50.24%
CYP2D6 substrate - 0.7533 75.33%
CYP3A4 inhibition - 0.7771 77.71%
CYP2C9 inhibition - 0.9100 91.00%
CYP2C19 inhibition - 0.5331 53.31%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.7300 73.00%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7710 77.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.7195 71.95%
Eye corrosion - 0.9796 97.96%
Eye irritation - 0.8756 87.56%
Skin irritation - 0.5516 55.16%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3830 38.30%
Micronuclear - 0.9900 99.00%
Hepatotoxicity - 0.6209 62.09%
skin sensitisation + 0.6306 63.06%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8888 88.88%
Acute Oral Toxicity (c) III 0.8254 82.54%
Estrogen receptor binding + 0.7162 71.62%
Androgen receptor binding - 0.5422 54.22%
Thyroid receptor binding + 0.5479 54.79%
Glucocorticoid receptor binding + 0.6467 64.67%
Aromatase binding + 0.5955 59.55%
PPAR gamma - 0.5647 56.47%
Honey bee toxicity - 0.8753 87.53%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9896 98.96%

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 99.38% 97.25%
CHEMBL206 P03372 Estrogen receptor alpha 94.22% 97.64%
CHEMBL325 Q13547 Histone deacetylase 1 93.83% 95.92%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 92.65% 90.93%
CHEMBL1937 Q92769 Histone deacetylase 2 91.92% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 90.94% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.82% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.04% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 87.19% 97.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.97% 100.00%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 85.96% 94.01%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.85% 93.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.67% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.88% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.84% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.25% 98.95%
CHEMBL3012 Q13946 Phosphodiesterase 7A 83.03% 99.29%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.83% 91.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.77% 90.08%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.66% 92.94%
CHEMBL233 P35372 Mu opioid receptor 82.54% 97.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.44% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.17% 98.99%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.02% 93.99%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.58% 96.95%
CHEMBL1977 P11473 Vitamin D receptor 81.09% 99.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.85% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.61% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.42% 95.50%
CHEMBL3524 P56524 Histone deacetylase 4 80.31% 92.97%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.19% 99.18%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.18% 97.33%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 80.03% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.01% 95.17%

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.
Vitex agnus-castus

Cross-Links

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PubChem 162958268
LOTUS LTS0151085
wikiData Q105224485