8-Hydroxy-4,4,7-trimethyl-9-(2-methylpropanoyl)-3-prop-1-en-2-yltricyclo[5.3.1.01,5]undec-8-ene-10,11-dione

Details

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Internal ID f304414e-2d01-4c86-876a-9721b1cd4122
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name 8-hydroxy-4,4,7-trimethyl-9-(2-methylpropanoyl)-3-prop-1-en-2-yltricyclo[5.3.1.01,5]undec-8-ene-10,11-dione
SMILES (Canonical) CC(C)C(=O)C1=C(C2(CC3C(C(CC3(C1=O)C2=O)C(=C)C)(C)C)C)O
SMILES (Isomeric) CC(C)C(=O)C1=C(C2(CC3C(C(CC3(C1=O)C2=O)C(=C)C)(C)C)C)O
InChI InChI=1S/C21H28O4/c1-10(2)12-8-21-13(19(12,5)6)9-20(7,18(21)25)16(23)14(17(21)24)15(22)11(3)4/h11-13,23H,1,8-9H2,2-7H3
InChI Key WBAVIIHCFULVRM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O4
Molecular Weight 344.40 g/mol
Exact Mass 344.19875937 g/mol
Topological Polar Surface Area (TPSA) 71.40 Ų
XlogP 4.50
Atomic LogP (AlogP) 3.81
H-Bond Acceptor 4
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 8-Hydroxy-4,4,7-trimethyl-9-(2-methylpropanoyl)-3-prop-1-en-2-yltricyclo[5.3.1.01,5]undec-8-ene-10,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 + 0.5805 58.05%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7070 70.70%
OATP2B1 inhibitior - 0.8563 85.63%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior + 0.8208 82.08%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8702 87.02%
P-glycoprotein inhibitior - 0.7953 79.53%
P-glycoprotein substrate - 0.6665 66.65%
CYP3A4 substrate + 0.5841 58.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8685 86.85%
CYP3A4 inhibition - 0.6789 67.89%
CYP2C9 inhibition - 0.7449 74.49%
CYP2C19 inhibition - 0.8639 86.39%
CYP2D6 inhibition - 0.9495 94.95%
CYP1A2 inhibition - 0.8077 80.77%
CYP2C8 inhibition - 0.8893 88.93%
CYP inhibitory promiscuity - 0.9321 93.21%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8813 88.13%
Carcinogenicity (trinary) Non-required 0.5917 59.17%
Eye corrosion - 0.9811 98.11%
Eye irritation - 0.7374 73.74%
Skin irritation + 0.5301 53.01%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4238 42.38%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5908 59.08%
skin sensitisation + 0.4876 48.76%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5987 59.87%
Acute Oral Toxicity (c) II 0.4709 47.09%
Estrogen receptor binding + 0.6024 60.24%
Androgen receptor binding + 0.5828 58.28%
Thyroid receptor binding + 0.7132 71.32%
Glucocorticoid receptor binding - 0.5423 54.23%
Aromatase binding - 0.4877 48.77%
PPAR gamma + 0.5396 53.96%
Honey bee toxicity - 0.7671 76.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.99% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.90% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.09% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.49% 96.47%
CHEMBL2581 P07339 Cathepsin D 87.13% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 86.45% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 86.19% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.88% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.33% 94.45%
CHEMBL204 P00734 Thrombin 82.74% 96.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.26% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 81.77% 98.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.58% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.63% 99.23%

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 papuanum

Cross-Links

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PubChem 74822711
LOTUS LTS0096990
wikiData Q105300586