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(1R,6S,9R,10S,13S)-6-(2-hydroxypropan-2-yl)-9-methyl-10-(2-methylbutanoyl)-1,3,13-tris(3-methylbut-2-enyl)-5-oxatricyclo[7.2.2.04,10]tridec-3-ene-2,11-dione

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 21d45685-8646-4e68-8e5f-ceab436c19a2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
IUPAC Name (1R,6S,9R,10S,13S)-6-(2-hydroxypropan-2-yl)-9-methyl-10-(2-methylbutanoyl)-1,3,13-tris(3-methylbut-2-enyl)-5-oxatricyclo[7.2.2.04,10]tridec-3-ene-2,11-dione
SMILES (Canonical) CCC(C)C(=O)C12C3=C(C(=O)C(C1=O)(CC(C2(CCC(O3)C(C)(C)O)C)CC=C(C)C)CC=C(C)C)CC=C(C)C
SMILES (Isomeric) CCC(C)C(=O)[C@]12C3=C(C(=O)[C@](C1=O)(C[C@@H]([C@]2(CC[C@H](O3)C(C)(C)O)C)CC=C(C)C)CC=C(C)C)CC=C(C)C
InChI InChI=1S/C36H54O5/c1-12-25(8)29(37)36-31-27(16-14-23(4)5)30(38)35(32(36)39,20-17-24(6)7)21-26(15-13-22(2)3)34(36,11)19-18-28(41-31)33(9,10)40/h13-14,17,25-26,28,40H,12,15-16,18-21H2,1-11H3/t25?,26-,28-,34+,35+,36-/m0/s1
InChI Key ZZLKTEYLJWEXBS-DPAIRFDSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H54O5
Molecular Weight 566.80 g/mol
Exact Mass 566.39712482 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 8.30
Atomic LogP (AlogP) 8.03
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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BDBM50090185

2D Structure

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2D Structure of (1R,6S,9R,10S,13S)-6-(2-hydroxypropan-2-yl)-9-methyl-10-(2-methylbutanoyl)-1,3,13-tris(3-methylbut-2-enyl)-5-oxatricyclo[7.2.2.04,10]tridec-3-ene-2,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 - 0.5511 55.11%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7440 74.40%
OATP2B1 inhibitior - 0.8497 84.97%
OATP1B1 inhibitior + 0.8302 83.02%
OATP1B3 inhibitior + 0.8883 88.83%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5564 55.64%
BSEP inhibitior + 0.9380 93.80%
P-glycoprotein inhibitior + 0.6246 62.46%
P-glycoprotein substrate + 0.5485 54.85%
CYP3A4 substrate + 0.6695 66.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition + 0.5456 54.56%
CYP2C9 inhibition - 0.7703 77.03%
CYP2C19 inhibition - 0.7093 70.93%
CYP2D6 inhibition - 0.9302 93.02%
CYP1A2 inhibition - 0.7780 77.80%
CYP2C8 inhibition + 0.4730 47.30%
CYP inhibitory promiscuity - 0.8374 83.74%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6560 65.60%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9099 90.99%
Skin irritation + 0.5115 51.15%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4551 45.51%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5342 53.42%
skin sensitisation - 0.7594 75.94%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9503 95.03%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4944 49.44%
Acute Oral Toxicity (c) III 0.5764 57.64%
Estrogen receptor binding + 0.6518 65.18%
Androgen receptor binding + 0.6535 65.35%
Thyroid receptor binding + 0.6089 60.89%
Glucocorticoid receptor binding + 0.7209 72.09%
Aromatase binding + 0.6598 65.98%
PPAR gamma + 0.6859 68.59%
Honey bee toxicity - 0.8248 82.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9946 99.46%

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 98.70% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.18% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.44% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.12% 89.34%
CHEMBL2581 P07339 Cathepsin D 92.65% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.79% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.37% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.72% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.61% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.68% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.24% 90.08%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.00% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.85% 89.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.65% 93.00%
CHEMBL3401 O75469 Pregnane X receptor 84.35% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.04% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.70% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.41% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.91% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.15% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.03% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.57% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.02% 97.14%

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.
Hypericum henryi

Cross-Links

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PubChem 122178952
LOTUS LTS0116170
wikiData Q105386892