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(1S,3R,4S)-4-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-ynyl]-3,5,5-trimethyl-7-oxabicyclo[2.2.1]heptan-2-one

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 cb00ee4d-bd08-4d7d-aa34-858f7f29a3b7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,3R,4S)-4-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-ynyl]-3,5,5-trimethyl-7-oxabicyclo[2.2.1]heptan-2-one
SMILES (Canonical) CC1C(=O)C2CC(C1(O2)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C#CC3=C(CC(CC3(C)C)O)C)C)C)(C)C
SMILES (Isomeric) C[C@H]1C(=O)[C@@H]2CC([C@]1(O2)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C#CC3=C(C[C@H](CC3(C)C)O)C)/C)/C)(C)C
InChI InChI=1S/C40H52O3/c1-28(17-13-19-30(3)21-22-35-32(5)25-34(41)26-38(35,7)8)15-11-12-16-29(2)18-14-20-31(4)23-24-40-33(6)37(42)36(43-40)27-39(40,9)10/h11-20,23-24,33-34,36,41H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,28-15+,29-16+,30-19+,31-20+/t33-,34+,36-,40-/m0/s1
InChI Key TVQAMXVFZSPTBV-HDASRBGHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O3
Molecular Weight 580.80 g/mol
Exact Mass 580.39164552 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 10.50
Atomic LogP (AlogP) 9.27
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,4S)-4-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-ynyl]-3,5,5-trimethyl-7-oxabicyclo[2.2.1]heptan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 - 0.8178 81.78%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6318 63.18%
OATP2B1 inhibitior + 0.5695 56.95%
OATP1B1 inhibitior + 0.8479 84.79%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9945 99.45%
P-glycoprotein inhibitior + 0.8082 80.82%
P-glycoprotein substrate + 0.5118 51.18%
CYP3A4 substrate + 0.7023 70.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8444 84.44%
CYP3A4 inhibition - 0.8282 82.82%
CYP2C9 inhibition - 0.8547 85.47%
CYP2C19 inhibition - 0.6257 62.57%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.8258 82.58%
CYP2C8 inhibition + 0.4533 45.33%
CYP inhibitory promiscuity - 0.7080 70.80%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.4115 41.15%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9160 91.60%
Skin irritation - 0.6071 60.71%
Skin corrosion - 0.9228 92.28%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8104 81.04%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6281 62.81%
skin sensitisation + 0.5060 50.60%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5928 59.28%
Acute Oral Toxicity (c) III 0.4598 45.98%
Estrogen receptor binding + 0.8373 83.73%
Androgen receptor binding + 0.7380 73.80%
Thyroid receptor binding + 0.6994 69.94%
Glucocorticoid receptor binding + 0.8228 82.28%
Aromatase binding + 0.6004 60.04%
PPAR gamma + 0.7537 75.37%
Honey bee toxicity - 0.7056 70.56%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9301 93.01%

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
CHEMBL1937 Q92769 Histone deacetylase 2 93.38% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.34% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.80% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.55% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.52% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.08% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.90% 98.95%
CHEMBL2039 P27338 Monoamine oxidase B 88.70% 92.51%
CHEMBL325 Q13547 Histone deacetylase 1 86.48% 95.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.41% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.64% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.68% 95.89%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.84% 97.47%
CHEMBL1951 P21397 Monoamine oxidase A 81.71% 91.49%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.48% 97.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.43% 99.23%
CHEMBL299 P17252 Protein kinase C alpha 80.49% 98.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162911413
LOTUS LTS0137638
wikiData Q105265472