(1S,3R,5R,7S,9S)-3-acetyl-4,4,9-trimethyl-9-(3-methylbut-2-enyl)-7-(2-methylpropanoyl)tricyclo[5.3.1.01,5]undecane-8,10,11-trione

Details

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Internal ID 10993b1b-960d-4eeb-9794-27bda8d5d36b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name (1S,3R,5R,7S,9S)-3-acetyl-4,4,9-trimethyl-9-(3-methylbut-2-enyl)-7-(2-methylpropanoyl)tricyclo[5.3.1.01,5]undecane-8,10,11-trione
SMILES (Canonical) CC(C)C(=O)C12CC3C(C(CC3(C1=O)C(=O)C(C2=O)(C)CC=C(C)C)C(=O)C)(C)C
SMILES (Isomeric) CC(C)C(=O)[C@]12C[C@H]3[C@@](C1=O)(C[C@H](C3(C)C)C(=O)C)C(=O)[C@](C2=O)(C)CC=C(C)C
InChI InChI=1S/C25H34O5/c1-13(2)9-10-23(8)19(28)24-11-16(15(5)26)22(6,7)17(24)12-25(20(23)29,21(24)30)18(27)14(3)4/h9,14,16-17H,10-12H2,1-8H3/t16-,17+,23-,24-,25-/m0/s1
InChI Key XVSSGVODPYXGOA-UMBMHIEFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O5
Molecular Weight 414.50 g/mol
Exact Mass 414.24062418 g/mol
Topological Polar Surface Area (TPSA) 85.40 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,5R,7S,9S)-3-acetyl-4,4,9-trimethyl-9-(3-methylbut-2-enyl)-7-(2-methylpropanoyl)tricyclo[5.3.1.01,5]undecane-8,10,11-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 + 0.5574 55.74%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6200 62.00%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.8761 87.61%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6386 63.86%
P-glycoprotein inhibitior - 0.5288 52.88%
P-glycoprotein substrate - 0.7096 70.96%
CYP3A4 substrate + 0.5993 59.93%
CYP2C9 substrate - 0.8017 80.17%
CYP2D6 substrate - 0.7801 78.01%
CYP3A4 inhibition - 0.7928 79.28%
CYP2C9 inhibition - 0.7341 73.41%
CYP2C19 inhibition - 0.8417 84.17%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.7968 79.68%
CYP2C8 inhibition - 0.8647 86.47%
CYP inhibitory promiscuity - 0.7738 77.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8313 83.13%
Carcinogenicity (trinary) Non-required 0.5696 56.96%
Eye corrosion - 0.9765 97.65%
Eye irritation - 0.8605 86.05%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9496 94.96%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4930 49.30%
Micronuclear - 0.7926 79.26%
Hepatotoxicity + 0.5554 55.54%
skin sensitisation + 0.5655 56.55%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6746 67.46%
Acute Oral Toxicity (c) II 0.4405 44.05%
Estrogen receptor binding + 0.7839 78.39%
Androgen receptor binding + 0.6451 64.51%
Thyroid receptor binding + 0.6249 62.49%
Glucocorticoid receptor binding + 0.6078 60.78%
Aromatase binding + 0.5226 52.26%
PPAR gamma + 0.7052 70.52%
Honey bee toxicity - 0.7845 78.45%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.25% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.26% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.88% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 92.25% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.63% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.97% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 85.86% 94.75%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.39% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.54% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.75% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 81.07% 94.73%

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 sikokumontanum

Cross-Links

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PubChem 101846601
LOTUS LTS0227505
wikiData Q105343127