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(1S,3S,8R,9R,10S)-3-(2-hydroxypropan-2-yl)-9-methyl-8-(2-methylbutanoyl)-6,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-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 709716af-4a19-4ed4-923e-a88b12a14a6d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
IUPAC Name (1S,3S,8R,9R,10S)-3-(2-hydroxypropan-2-yl)-9-methyl-8-(2-methylbutanoyl)-6,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione
SMILES (Canonical) CCC(C)C(=O)C12C(=O)C(=C3C(C1=O)(CC(C2(C)CCC=C(C)C)CC=C(C)C)CC(O3)C(C)(C)O)CC=C(C)C
SMILES (Isomeric) CCC(C)C(=O)[C@]12C(=O)C(=C3[C@](C1=O)(C[C@@H]([C@@]2(C)CCC=C(C)C)CC=C(C)C)C[C@H](O3)C(C)(C)O)CC=C(C)C
InChI InChI=1S/C36H54O5/c1-12-25(8)29(37)36-30(38)27(18-16-24(6)7)31-35(32(36)39,21-28(41-31)33(9,10)40)20-26(17-15-23(4)5)34(36,11)19-13-14-22(2)3/h14-16,25-26,28,40H,12-13,17-21H2,1-11H3/t25?,26-,28-,34+,35-,36-/m0/s1
InChI Key FBBDPYYKVMTRAB-IKJVFAJVSA-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 8.50
Atomic LogP (AlogP) 8.03
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,8R,9R,10S)-3-(2-hydroxypropan-2-yl)-9-methyl-8-(2-methylbutanoyl)-6,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9974 99.74%
Caco-2 - 0.5952 59.52%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7542 75.42%
OATP2B1 inhibitior - 0.8504 85.04%
OATP1B1 inhibitior + 0.8296 82.96%
OATP1B3 inhibitior + 0.9017 90.17%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5314 53.14%
BSEP inhibitior + 0.9045 90.45%
P-glycoprotein inhibitior + 0.6220 62.20%
P-glycoprotein substrate + 0.5813 58.13%
CYP3A4 substrate + 0.6597 65.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.5155 51.55%
CYP2C9 inhibition - 0.7630 76.30%
CYP2C19 inhibition - 0.8210 82.10%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.7938 79.38%
CYP2C8 inhibition - 0.5604 56.04%
CYP inhibitory promiscuity - 0.7871 78.71%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5554 55.54%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8860 88.60%
Skin irritation + 0.5515 55.15%
Skin corrosion - 0.9151 91.51%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6926 69.26%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.7816 78.16%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6993 69.93%
Acute Oral Toxicity (c) III 0.5082 50.82%
Estrogen receptor binding + 0.7536 75.36%
Androgen receptor binding + 0.6705 67.05%
Thyroid receptor binding + 0.6480 64.80%
Glucocorticoid receptor binding + 0.7716 77.16%
Aromatase binding + 0.7300 73.00%
PPAR gamma + 0.6753 67.53%
Honey bee toxicity - 0.8138 81.38%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9947 99.47%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.30% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.70% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.75% 97.25%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.28% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 93.21% 94.73%
CHEMBL2581 P07339 Cathepsin D 93.20% 98.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 91.85% 95.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 91.08% 83.57%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.25% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.44% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.17% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.88% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.41% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 85.28% 90.17%
CHEMBL1937 Q92769 Histone deacetylase 2 84.95% 94.75%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.65% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.61% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.93% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.65% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.60% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.54% 91.07%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.99% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.69% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.50% 98.75%
CHEMBL2514 O95665 Neurotensin receptor 2 80.42% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.31% 95.56%

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
Hypericum perforatum

Cross-Links

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PubChem 16094885
LOTUS LTS0220679
wikiData Q104992533