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(1S,2R,5R,6R,9R,10R,13S,15S)-6,10-dimethyl-5-[(1R)-1-[(1S,2S)-2-(2-methylpropyl)cyclopropyl]ethyl]-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadec-18-en-13-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 9d353de3-79a8-4258-b3d1-3b756e517f56
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1S,2R,5R,6R,9R,10R,13S,15S)-6,10-dimethyl-5-[(1R)-1-[(1S,2S)-2-(2-methylpropyl)cyclopropyl]ethyl]-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadec-18-en-13-ol
SMILES (Canonical) CC(C)CC1CC1C(C)C2CCC3C2(CCC4C35C=CC6(C4(CCC(C6)O)C)OO5)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@]24C=C[C@@]5([C@@]3(CC[C@@H](C5)O)C)OO4)C)[C@H]6C[C@@H]6CC(C)C
InChI InChI=1S/C28H44O3/c1-17(2)14-19-15-21(19)18(3)22-6-7-23-25(22,4)10-9-24-26(5)11-8-20(29)16-27(26)12-13-28(23,24)31-30-27/h12-13,17-24,29H,6-11,14-16H2,1-5H3/t18-,19+,20+,21-,22-,23-,24-,25-,26-,27-,28+/m1/s1
InChI Key QMPQDXYRILJLLQ-QOKAQHGVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O3
Molecular Weight 428.60 g/mol
Exact Mass 428.32904526 g/mol
Topological Polar Surface Area (TPSA) 38.70 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.31
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5R,6R,9R,10R,13S,15S)-6,10-dimethyl-5-[(1R)-1-[(1S,2S)-2-(2-methylpropyl)cyclopropyl]ethyl]-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadec-18-en-13-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 + 0.5265 52.65%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5021 50.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8412 84.12%
OATP1B3 inhibitior + 0.9226 92.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8281 82.81%
P-glycoprotein inhibitior - 0.5459 54.59%
P-glycoprotein substrate + 0.5591 55.91%
CYP3A4 substrate + 0.6927 69.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7078 70.78%
CYP3A4 inhibition - 0.8023 80.23%
CYP2C9 inhibition - 0.8532 85.32%
CYP2C19 inhibition - 0.8452 84.52%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition - 0.8061 80.61%
CYP2C8 inhibition + 0.4830 48.30%
CYP inhibitory promiscuity - 0.9150 91.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6258 62.58%
Eye corrosion - 0.9844 98.44%
Eye irritation - 0.9463 94.63%
Skin irritation - 0.6498 64.98%
Skin corrosion - 0.9093 90.93%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7393 73.93%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5642 56.42%
skin sensitisation - 0.6928 69.28%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8178 81.78%
Acute Oral Toxicity (c) III 0.3229 32.29%
Estrogen receptor binding + 0.7797 77.97%
Androgen receptor binding + 0.7716 77.16%
Thyroid receptor binding + 0.6528 65.28%
Glucocorticoid receptor binding + 0.7771 77.71%
Aromatase binding + 0.6480 64.80%
PPAR gamma + 0.5716 57.16%
Honey bee toxicity - 0.7510 75.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9280 92.80%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.48% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.65% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.61% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.36% 97.09%
CHEMBL268 P43235 Cathepsin K 88.91% 96.85%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.57% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 88.33% 97.79%
CHEMBL3837 P07711 Cathepsin L 87.78% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 87.70% 95.93%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.52% 85.31%
CHEMBL2581 P07339 Cathepsin D 86.38% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.25% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.20% 95.89%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 85.04% 95.34%
CHEMBL1937 Q92769 Histone deacetylase 2 84.67% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.00% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.91% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.66% 85.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.13% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.63% 97.14%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.95% 97.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.50% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.71% 97.28%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.26% 93.56%

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 162905987
LOTUS LTS0185423
wikiData Q105224103