(2,15-Diacetyloxy-3-hydroxy-5,5,9-trimethyl-14-methylidene-11-oxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

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Internal ID 75bf8e74-85a8-4d34-b291-1897e28703a5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (2,15-diacetyloxy-3-hydroxy-5,5,9-trimethyl-14-methylidene-11-oxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
SMILES (Canonical) CC(=O)OC1CCC2(C(C1(C)C)C(C(C34C2C(=O)CC(C3)C(=C)C4OC(=O)C)OC(=O)C)O)C
SMILES (Isomeric) CC(=O)OC1CCC2(C(C1(C)C)C(C(C34C2C(=O)CC(C3)C(=C)C4OC(=O)C)OC(=O)C)O)C
InChI InChI=1S/C26H36O8/c1-12-16-10-17(30)20-25(7)9-8-18(32-13(2)27)24(5,6)21(25)19(31)23(34-15(4)29)26(20,11-16)22(12)33-14(3)28/h16,18-23,31H,1,8-11H2,2-7H3
InChI Key MAYOCSMGZOMXFS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O8
Molecular Weight 476.60 g/mol
Exact Mass 476.24101810 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 8
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 (2,15-Diacetyloxy-3-hydroxy-5,5,9-trimethyl-14-methylidene-11-oxo-6-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 + 0.9827 98.27%
Caco-2 - 0.6829 68.29%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7500 75.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8647 86.47%
OATP1B3 inhibitior - 0.2779 27.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5994 59.94%
P-glycoprotein inhibitior + 0.6754 67.54%
P-glycoprotein substrate - 0.6518 65.18%
CYP3A4 substrate + 0.6957 69.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8435 84.35%
CYP3A4 inhibition - 0.8365 83.65%
CYP2C9 inhibition - 0.7725 77.25%
CYP2C19 inhibition - 0.7934 79.34%
CYP2D6 inhibition - 0.9437 94.37%
CYP1A2 inhibition - 0.5455 54.55%
CYP2C8 inhibition - 0.6064 60.64%
CYP inhibitory promiscuity - 0.9340 93.40%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6050 60.50%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8775 87.75%
Skin irritation + 0.6069 60.69%
Skin corrosion - 0.9262 92.62%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5705 57.05%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.6854 68.54%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7641 76.41%
Acute Oral Toxicity (c) III 0.4626 46.26%
Estrogen receptor binding + 0.8411 84.11%
Androgen receptor binding + 0.6507 65.07%
Thyroid receptor binding + 0.5456 54.56%
Glucocorticoid receptor binding + 0.7434 74.34%
Aromatase binding + 0.7152 71.52%
PPAR gamma + 0.6517 65.17%
Honey bee toxicity - 0.6899 68.99%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.11% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.27% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.05% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.13% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 89.17% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.96% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.67% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.73% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.60% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.06% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 83.27% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.64% 96.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.34% 93.03%
CHEMBL1902 P62942 FK506-binding protein 1A 80.53% 97.05%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.31% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.22% 97.25%

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 yuennanensis

Cross-Links

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PubChem 14890438
LOTUS LTS0051863
wikiData Q105160581