[1,6-Dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5,9-dioxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,7-dienyl] acetate

Details

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Internal ID 64b89666-d57a-4caf-894b-bea8d185b9a3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
IUPAC Name [1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5,9-dioxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,7-dienyl] acetate
SMILES (Canonical) CC1CC2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(C=C(C3=O)CO)O)C)O)OC(=O)C
SMILES (Isomeric) CC1CC2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(C=C(C3=O)CO)O)C)O)OC(=O)C
InChI InChI=1S/C22H28O7/c1-10-6-14-20(27,18(10)26)8-13(9-23)16(25)15-17-19(4,5)21(17,29-12(3)24)7-11(2)22(14,15)28/h6,8,11,14-15,17,23,27-28H,7,9H2,1-5H3
InChI Key JXRNDEXIIBUALC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O7
Molecular Weight 404.50 g/mol
Exact Mass 404.18350323 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.71
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [1,6-Dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5,9-dioxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,7-dienyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9630 96.30%
Caco-2 - 0.6069 60.69%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7437 74.37%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8959 89.59%
OATP1B3 inhibitior + 0.8881 88.81%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8843 88.43%
BSEP inhibitior - 0.6961 69.61%
P-glycoprotein inhibitior - 0.7638 76.38%
P-glycoprotein substrate - 0.5786 57.86%
CYP3A4 substrate + 0.6625 66.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9180 91.80%
CYP3A4 inhibition - 0.8358 83.58%
CYP2C9 inhibition - 0.5150 51.50%
CYP2C19 inhibition - 0.8846 88.46%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.8215 82.15%
CYP2C8 inhibition - 0.6060 60.60%
CYP inhibitory promiscuity - 0.7795 77.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6616 66.16%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8942 89.42%
Skin irritation - 0.6687 66.87%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5638 56.38%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5309 53.09%
skin sensitisation - 0.7888 78.88%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5470 54.70%
Acute Oral Toxicity (c) III 0.5273 52.73%
Estrogen receptor binding + 0.6084 60.84%
Androgen receptor binding + 0.7041 70.41%
Thyroid receptor binding + 0.6014 60.14%
Glucocorticoid receptor binding + 0.6738 67.38%
Aromatase binding + 0.7266 72.66%
PPAR gamma - 0.5298 52.98%
Honey bee toxicity - 0.7946 79.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9699 96.99%

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 96.51% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.61% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 91.94% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.04% 97.25%
CHEMBL2581 P07339 Cathepsin D 88.01% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.55% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.82% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 84.12% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.81% 94.45%
CHEMBL4208 P20618 Proteasome component C5 82.19% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.37% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.74% 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.
Pimelea simplex

Cross-Links

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PubChem 163008621
LOTUS LTS0247739
wikiData Q105136738