(6-Acetyloxy-8,11-dihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-2-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

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Internal ID 27b668c8-9d4e-424f-8b6f-54e6ab5800f8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (6-acetyloxy-8,11-dihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-2-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(CC(C2(C3C14CC(CC3O)C(=C)C4=O)C)O)OC(=O)C)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(C(CC(C2(C3C14CC(CC3O)C(=C)C4=O)C)O)OC(=O)C)(C)C
InChI InChI=1S/C24H34O7/c1-11-14-7-15(27)20-23(6)16(22(4,5)18(9-17(23)28)30-12(2)25)8-19(31-13(3)26)24(20,10-14)21(11)29/h14-20,27-28H,1,7-10H2,2-6H3
InChI Key MSSKMHWUFIWCPL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H34O7
Molecular Weight 434.50 g/mol
Exact Mass 434.23045342 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6-Acetyloxy-8,11-dihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-2-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 - 0.6889 68.89%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7396 73.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8686 86.86%
OATP1B3 inhibitior - 0.2220 22.20%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7158 71.58%
P-glycoprotein inhibitior - 0.5724 57.24%
P-glycoprotein substrate - 0.6896 68.96%
CYP3A4 substrate + 0.6629 66.29%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.7127 71.27%
CYP2C9 inhibition - 0.8374 83.74%
CYP2C19 inhibition - 0.8239 82.39%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.8118 81.18%
CYP2C8 inhibition - 0.7431 74.31%
CYP inhibitory promiscuity - 0.9021 90.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8869 88.69%
Skin irritation + 0.5155 51.55%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.6364 63.64%
Human Ether-a-go-go-Related Gene inhibition - 0.6814 68.14%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5800 58.00%
skin sensitisation - 0.6353 63.53%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.8050 80.50%
Acute Oral Toxicity (c) I 0.5640 56.40%
Estrogen receptor binding + 0.7752 77.52%
Androgen receptor binding + 0.6325 63.25%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7089 70.89%
Aromatase binding + 0.6608 66.08%
PPAR gamma + 0.5763 57.63%
Honey bee toxicity - 0.5855 58.55%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6000 60.00%
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
CHEMBL4040 P28482 MAP kinase ERK2 93.07% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.53% 96.09%
CHEMBL2581 P07339 Cathepsin D 88.67% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.17% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 87.95% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.66% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.78% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 83.70% 95.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.99% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.87% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.51% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.36% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.29% 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.
Isodon adenanthus

Cross-Links

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PubChem 73809281
LOTUS LTS0051116
wikiData Q105171368