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(1R,2R,4R,5R,7S,10R,11S,14R,15R,18S,20R)-4-ethoxy-1,2,10,15,19,19-hexamethyl-7-propan-2-yl-6-oxahexacyclo[12.8.0.02,11.05,7.05,10.015,20]docosan-18-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 9e750054-f35c-407b-ac2a-f4143dba5e93
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name (1R,2R,4R,5R,7S,10R,11S,14R,15R,18S,20R)-4-ethoxy-1,2,10,15,19,19-hexamethyl-7-propan-2-yl-6-oxahexacyclo[12.8.0.02,11.05,7.05,10.015,20]docosan-18-ol
SMILES (Canonical) CCOC1CC2(C(CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C5(C16C(O6)(CC5)C(C)C)C)C
SMILES (Isomeric) CCO[C@@H]1C[C@@]2([C@H](CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)[C@@]5([C@]16[C@](O6)(CC5)C(C)C)C)C
InChI InChI=1S/C32H54O3/c1-10-34-25-19-30(9)23(29(8)17-18-31(20(2)3)32(25,29)35-31)12-11-22-27(6)15-14-24(33)26(4,5)21(27)13-16-28(22,30)7/h20-25,33H,10-19H2,1-9H3/t21-,22+,23+,24-,25+,27-,28+,29+,30+,31-,32-/m0/s1
InChI Key VXGFTFVZVXNHMW-VBBBHXNZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H54O3
Molecular Weight 486.80 g/mol
Exact Mass 486.40729558 g/mol
Topological Polar Surface Area (TPSA) 42.00 Ų
XlogP 8.00
Atomic LogP (AlogP) 7.40
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4R,5R,7S,10R,11S,14R,15R,18S,20R)-4-ethoxy-1,2,10,15,19,19-hexamethyl-7-propan-2-yl-6-oxahexacyclo[12.8.0.02,11.05,7.05,10.015,20]docosan-18-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 - 0.6065 60.65%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5963 59.63%
OATP2B1 inhibitior - 0.7160 71.60%
OATP1B1 inhibitior + 0.9101 91.01%
OATP1B3 inhibitior + 0.9287 92.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6115 61.15%
P-glycoprotein inhibitior - 0.6200 62.00%
P-glycoprotein substrate - 0.7836 78.36%
CYP3A4 substrate + 0.6728 67.28%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.6904 69.04%
CYP3A4 inhibition - 0.7886 78.86%
CYP2C9 inhibition + 0.5784 57.84%
CYP2C19 inhibition - 0.5571 55.71%
CYP2D6 inhibition - 0.9369 93.69%
CYP1A2 inhibition - 0.8171 81.71%
CYP2C8 inhibition - 0.5604 56.04%
CYP inhibitory promiscuity - 0.8507 85.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6865 68.65%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.8663 86.63%
Skin irritation - 0.7155 71.55%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4899 48.99%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8071 80.71%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6834 68.34%
Acute Oral Toxicity (c) III 0.4889 48.89%
Estrogen receptor binding + 0.7733 77.33%
Androgen receptor binding + 0.7242 72.42%
Thyroid receptor binding + 0.6670 66.70%
Glucocorticoid receptor binding + 0.7285 72.85%
Aromatase binding + 0.7123 71.23%
PPAR gamma + 0.5806 58.06%
Honey bee toxicity - 0.7016 70.16%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8748 87.48%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.00% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.68% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.23% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.78% 89.05%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.71% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.60% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.87% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.82% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 87.58% 95.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.52% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.22% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.03% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.63% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.80% 96.61%
CHEMBL2581 P07339 Cathepsin D 84.65% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 84.17% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.13% 85.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.03% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.62% 96.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.49% 82.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.10% 95.71%
CHEMBL240 Q12809 HERG 82.46% 89.76%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.40% 95.89%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.03% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.87% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.18% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.09% 95.58%

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.
Centaurea ptosimopappoides

Cross-Links

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PubChem 101936048
LOTUS LTS0134005
wikiData Q105298482