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(1aR,2R,3aR,4S,5R,7aR,7bS)-4-[(3S)-5-hydroxy-3-methylpentyl]-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-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 2dcc41d7-5d67-4a16-96fe-71baaf2471fc
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
IUPAC Name (1aR,2R,3aR,4S,5R,7aR,7bS)-4-[(3S)-5-hydroxy-3-methylpentyl]-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-2-ol
SMILES (Canonical) CC1CCC2(C(C1(C)CCC(C)CCO)CC(C3C2(O3)C)O)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@H](C)CCO)C[C@H]([C@@H]3[C@]2(O3)C)O)C
InChI InChI=1S/C20H36O3/c1-13(8-11-21)6-9-18(3)14(2)7-10-19(4)16(18)12-15(22)17-20(19,5)23-17/h13-17,21-22H,6-12H2,1-5H3/t13-,14+,15+,16+,17+,18-,19+,20+/m0/s1
InChI Key LEVLAJDFMXXDME-TYDNUPFQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H36O3
Molecular Weight 324.50 g/mol
Exact Mass 324.26644501 g/mol
Topological Polar Surface Area (TPSA) 53.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1aR,2R,3aR,4S,5R,7aR,7bS)-4-[(3S)-5-hydroxy-3-methylpentyl]-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-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 + 0.9677 96.77%
Caco-2 + 0.5114 51.14%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Lysosomes 0.4989 49.89%
OATP2B1 inhibitior - 0.8554 85.54%
OATP1B1 inhibitior + 0.9007 90.07%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6859 68.59%
BSEP inhibitior - 0.8049 80.49%
P-glycoprotein inhibitior - 0.8408 84.08%
P-glycoprotein substrate - 0.5679 56.79%
CYP3A4 substrate + 0.6345 63.45%
CYP2C9 substrate - 0.6141 61.41%
CYP2D6 substrate - 0.7221 72.21%
CYP3A4 inhibition - 0.7859 78.59%
CYP2C9 inhibition - 0.6659 66.59%
CYP2C19 inhibition - 0.7572 75.72%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.6961 69.61%
CYP2C8 inhibition - 0.8193 81.93%
CYP inhibitory promiscuity - 0.9274 92.74%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6437 64.37%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.9172 91.72%
Skin irritation - 0.6409 64.09%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.7548 75.48%
Human Ether-a-go-go-Related Gene inhibition - 0.5749 57.49%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5303 53.03%
skin sensitisation - 0.8149 81.49%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6913 69.13%
Acute Oral Toxicity (c) III 0.5403 54.03%
Estrogen receptor binding + 0.7930 79.30%
Androgen receptor binding + 0.5992 59.92%
Thyroid receptor binding + 0.7290 72.90%
Glucocorticoid receptor binding + 0.7081 70.81%
Aromatase binding + 0.7067 70.67%
PPAR gamma - 0.5328 53.28%
Honey bee toxicity - 0.8037 80.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7168 71.68%

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 97.82% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.31% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.60% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.71% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.20% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.03% 96.61%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 89.89% 98.46%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.65% 92.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.49% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 86.58% 95.93%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.15% 95.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.15% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.12% 89.05%
CHEMBL1951 P21397 Monoamine oxidase A 83.98% 91.49%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.12% 95.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.73% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.55% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.08% 82.69%
CHEMBL206 P03372 Estrogen receptor alpha 81.82% 97.64%
CHEMBL237 P41145 Kappa opioid receptor 80.92% 98.10%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.71% 98.05%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.61% 96.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.32% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.09% 91.03%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.03% 98.33%

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.
Symphyopappus compressus

Cross-Links

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PubChem 163001758
LOTUS LTS0264671
wikiData Q105150812